| Identification | Back Directory | [Name]
5-HYDROXYTRYPTOPHOL | [CAS]
154-02-9 | [Synonyms]
NSC 84416
hydroxytryptophol
3-(2-Hydroxyethyl)
5-HYDROXYTRYPTOPHOL
5-HYDROXYINDOLE-3-ETHANOL
5-hydroxy-indole-3-ethano
5-HYDROXYTRYPTOPHOL(5OHIEt)
5-hydroxy-1h-indole-3-ethano
5-hydroxy-1h-indole-3-ethanol
5-hydroxytryptophol crystalline
3-(2-hydroxyethyl)-1H-indol-5-ol
5-Hydroxy-3-(2-hydroxyethyl)indole
2-(5-HYDROXY-3-INDOLYL)ETHYL ALCOHOL
5-Hydroxy-3-(2-hydroxyethyl)-1H-indole
DL-2-amino-3-(5-fluoro-3-indolyl)propionic acid | [EINECS(EC#)]
205-820-4 | [Molecular Formula]
C10H11NO2 | [MDL Number]
MFCD00047197 | [MOL File]
154-02-9.mol | [Molecular Weight]
177.2 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Crystalline Powder | [Melting point ]
111-113°? | [Boiling point ]
435.2±30.0 °C(Predicted) | [density ]
1.356±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
10.07±0.40(Predicted) | [color ]
White to Light Red |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Crystalline Powder | [Uses]
A metabolite of Tryptophan (T947200). | [Hazard]
A reproductive hazard. | [Definition]
ChEBI: 5-Hydroxytryptophol is a member of indoles. | [Biological Activity]
5-hydroxy tryptophol is a metabolite of tryptophan.tryptophan (encoded by the codon ugg) is an α-amino acid that is used in the biosynthesis of proteins. tryptophan has an α-amino group, an α-carboxylic acid group, and a side chain indole, demonstrating it as a non-polar, aromatic amino acid. tryptophan is critical in humans, but the body cannot synthesize it and therefore tryptophan must be obtained from the diet. tryptophan is also found to be a precursor to the neurotransmitters serotonin and melatonin. | [in vitro]
in previous studies, 5-hydroxy tryptophol was identified as a metabolite of tryptophan that was formed by the alcohol dehydrogenase-catalyzed reduction of the serotonin intermediate, 5-hydroxyindoleacetaldehyde. moreover, depending on the tissue nad/nadh ratio, the acetaldehyde intermediate could also be oxidized by aldehyde dehydrogenase to form 5-hydroxyindoleacetic acid. therefore, the ratio of 5-hydroxy tryptophol to 5-hydroxyindoleacetic acid could be used as a biomarker for recent alcohol consumption [1,2]. | [storage]
Store at -20°C | [References]
[1] yokoyama, m. t. and carlson, j.r. dissimilation of tryptophan and related indolic compounds by ruminal microorganisms in vitro. appl.microbiol. 27(3), 540-548 (1974).
[2] beck, o. ,stephanson, n.,btthcer, m., et al. biomarkers to disclose recent intake of alcohol: potential of 5-hydroxytryptophol glucuronide testing using new direct uplc-tandem ms and elisa methods. alcohol & alcoholism 42(4), 321-325 (2007). |
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